Chemistry:Sulfonyl nitrene

From HandWiki

A sulfonyl nitrene is a chemical compound with generic formula R-SO2N. Known sulfonyl nitrenes include methyl sulfonyl nitrene, trifluoromethyl sulfonyl nitrene, and tolyl sulfonyl nitrene.[1] Also fluorosulfonyl nitrene FSO2N exists, but rearranges to FNSO2.[2] Preparation of sulfonyl nitrenes can be by heating the sulfonyl azide, (RSO2N3).[3] They are distinct from sulfinyl nitrenes which only have one oxygen attached to the sulfur atom.

References

  1. Shainyan, Bagrat A.; Kuzmin, Anton V. (February 2014). "Sulfonyl nitrenes from different sources: computational study of formation and transformations". Journal of Physical Organic Chemistry 27 (2): 156–162. doi:10.1002/poc.3254. 
  2. Zeng, Xiaoqing; Beckers, Helmut; Willner, Helge (4 February 2013). "Thermally Persistent Fluorosulfonyl Nitrene and Unexpected Formation of the Fluorosulfonyl Radical". Journal of the American Chemical Society 135 (6): 2096–2099. doi:10.1021/ja312073w. PMID 23363420. 
  3. Abramovitch, Rudolph A.; Knaus, G. N.; Uma, V. (December 1969). "Aromatic substitution by sulfonyl nitrenes. Singlet or triplet reactive intermediates". Journal of the American Chemical Society 91 (26): 7532–7533. doi:10.1021/ja01054a065.